Butylamine → 6-(Butylamino)[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

HRID 1730877Notes

Reaction equation

HRID 1730877 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[NH:9][N:10]=2)[N:7]=1.[CH2:12]([NH2:16])[CH2:13][CH2:14][CH3:15]>>[CH2:12]([NH:16][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[NH:9][N:10]=2)[N:7]=1)[CH2:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 64071826-chloro-2H,3H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

Product 1

HCID 214943096-(Butylamino)[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

Procedure

17 g. of 6-chloro-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one (0.1 mol.) and 150 ml. of n-butylamine are refluxed for 5 hours. The clear solution is evaporated in vacuo and the oily residue is dissolved in 250 ml. of water. After treating with charcoal, the aqueous solution is acidified with dilute hydrochloric acid to give 18.6 g. (90%) of 6-butylamino-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one, which, after recrystallization from a mixture of acetonitrile and methanol (1:1), melts at 259°-261° .

Workup

  1. customThe clear solution is evaporated in vacuo
  2. dissolutionthe oily residue is dissolved in 250 ml
  3. additionAfter treating with charcoal
  4. customto give 18.6 g
  5. custom(90%) of 6-butylamino-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one, which, after recrystallization
  6. additionfrom a mixture of acetonitrile and methanol (1:1), melts at 259°-261°

Sources & evidence

ORD record
ord-b8c9bc2d98dc434aaff02890f39e4128
Source dataset
uspto-grants-1976_11
Patent number
US03994898

Reaction notes

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